anti-(4S,2'S,3'S)-3-[2'-bromo-3'-hydroxy-3'-(4-methoxyphenyl)-propionyl]-4-benzyloxazolidin-2-one

Base Information

Chemical Name:anti-(4S,2'S,3'S)-3-[2'-bromo-3'-hydroxy-3'-(4-methoxyphenyl)-propionyl]-4-benzyloxazolidin-2-one
CAS No.:931385-32-9
Molecular Formula:C₂₀H₂₀BrNO₅
Molecular Weight:434.286
Hs Code.:

Synonyms:anti-(4S,2'S,3'S)-3-[2'-bromo-3'-hydroxy-3'-(4-methoxyphenyl)-propionyl]-4-benzyloxazolidin-2-one

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Chemical Property of anti-(4S,2'S,3'S)-3-[2'-bromo-3'-hydroxy-3'-(4-methoxyphenyl)-propionyl]-4-benzyloxazolidin-2-one

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Technology Process of anti-(4S,2'S,3'S)-3-[2'-bromo-3'-hydroxy-3'-(4-methoxyphenyl)-propionyl]-4-benzyloxazolidin-2-one

There total 1 articles about anti-(4S,2'S,3'S)-3-[2'-bromo-3'-hydroxy-3'-(4-methoxyphenyl)-propionyl]-4-benzyloxazolidin-2-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.0%

: 154006-98-1
(4S)-3-<(2E)-3-(4-methoxyphenyl)propenoyl>-4-phenylmethyl-1,3-oxazolidin-2-one

: anti-(4S,2'R,3'R)-3-[2'-bromo-3'-hydroxy-3'-(4-methoxyphenyl)-propionyl]-4-benzyloxazolidin-2-one

: 931385-32-9
anti-(4S,2'S,3'S)-3-[2'-bromo-3'-hydroxy-3'-(4-methoxyphenyl)-propionyl]-4-benzyloxazolidin-2-one

Guidance literature:: With hydrogenchloride; sodium periodate; lithium bromide; In water; acetonitrile; at 25 ℃; for 3h;
DOI:10.1016/j.tetlet.2006.12.109

Reference yield: 86.0%

: 931385-32-9
anti-(4S,2'S,3'S)-3-[2'-bromo-3'-hydroxy-3'-(4-methoxyphenyl)-propionyl]-4-benzyloxazolidin-2-one

: 931385-40-9
[3-(4-methoxy-phenyl)-oxiranyl]-methanol

Guidance literature:: anti-(4S,2'S,3'S)-3-[2'-bromo-3'-hydroxy-3'-(4-methoxyphenyl)-propionyl]-4-benzyloxazolidin-2-one; With lithium borohydride; In tetrahydrofuran; methanol; diethyl ether; at 0 ℃; for 1.5h;

With sodium hydroxide; at 25 ℃;
DOI:10.1016/j.tetlet.2006.12.109

Reference yield:

: 931385-32-9
anti-(4S,2'S,3'S)-3-[2'-bromo-3'-hydroxy-3'-(4-methoxyphenyl)-propionyl]-4-benzyloxazolidin-2-one

: 383420-35-7
(2R,3R)-3-tert-butoxycarbonylamino-3-(4-methoxyphenyl)-1,2-propanediol

Guidance literature:: Multi-step reaction with 4 steps

1.1: LiBH₄ / diethyl ether; tetrahydrofuran; methanol / 1.5 h / 0 °C

1.2: 86 percent / aq. NaOH / 25 °C

2.1: 84 percent / NaN₃; NH₄Cl / methanol; H₂O / 3 h / 80 °C

3.1: Pd/C / methanol / 12 h / 25 °C

4.1: Et₃N / CH₂Cl₂ / 2 h / 25 °C

With lithium borohydride; sodium azide; ammonium chloride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water;
DOI:10.1016/j.tetlet.2006.12.109